Client Success Specialist

drakeandassociates· Marketing
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📍 Waukesha, Wisconsin, United StatesFull Time

About this role

Drake & Associates is an independent financial planning firm dedicated to helping families retire with confidence and clarity. We are known for our integrity, education-first approach, and commitment to delivering an exceptional client experience.


Our culture is built on core values including Ultimate Client Experience, Extreme Ownership, Entrepreneurial Spirit, and Respect the Family. We believe in doing the right thing, supporting one another, and taking pride in the impact we make every day.


About This Opportunity

The Client Success Specialist (“Dreamweaver”) is responsible for strengthening relationships with existing clients after they meet with a Financial Advisor. This role does not involve selling, prospecting, or cold outreach. Instead, you will focus on thoughtful follow-up, personalized communication, and exceptional service that reinforces value, clarifies next steps, and creates memorable “wow” moments. Your primary objective is to generate consistent referrals by delivering an outstanding post-meeting experience that builds trust and enthusiasm.


The ideal candidate is warm, detail-oriented, highly organized, and takes pride in follow-through — someone who enjoys building meaningful relationships while operating within structured systems and processes.


How You'll Make an Impact

  • Follow up with clients after advisor strategy meetings via phone and/or in-person touchpoints to reinforce value, confirm next steps, and ensure an outstanding experience
  • Confidently and consistently obtain referrals (3 per week) in a manner that is professional, natural, and aligned with the Drake brand
  • Gather and manage client reviews, including timing outreach appropriately, following up, and tracking progress through completion
  • Identify service opportunities or concerns during follow-ups, coordinate internal resolution, and escalate when necessary to protect the client experience
  • Support the Marketing team in the planning and execution of client events (invitations, confirmations, reminders, hospitality/logistics, and post-event follow-up)
  • Execute client “wow” initiatives, including personalized gifts and surprise-and-delight moments tied to milestones, anniversaries, and key client moments
  • Track all client outreach, outcomes, and next steps accurately in Salesforce, leveraging ActiveCampaign to support consistent communication workflows
  • Maintain awareness of upcoming events, campaigns, client milestones, and marketing initiatives to align follow-ups, gifting, and outreach with the broader client experience strategy



What We're Looking For

  • Bachelor’s degree preferred
  • 2+ years of experience in client success, relationship management, hospitality-level service, marketing support, or a client-facing role in a professional services environment (financial services a plus)
  • Excellent communication skills; both verbal and written (comfortable on phone and in-person)
  • Exceptionally detail-oriented and highly organized; able to manage multiple client follow-ups, events, and initiatives without missing steps
  • Proficient with Google Suite
  • Experience with Salesforce and/or ActiveCampaign preferred (or similar CRM/marketing automation tools), but not required


Compensation Structure

This role provides a base salary along with a highly competitive commission structure that rewards strong performance, meaningful results, and contributions to our shared success.

Frequently Asked Questions

Is the salary disclosed for the Client Success Specialist position at drakeandassociates?
The salary for this Client Success Specialist role at drakeandassociates is not publicly listed. Click "Apply Now" to learn more about the compensation package on their official careers page.
Where is the Client Success Specialist position at drakeandassociates located?
This Client Success Specialist role at drakeandassociates is based in Waukesha, Wisconsin, United States. The position is listed as on-site or hybrid. Check the full job description or apply directly to confirm the work arrangement.
Is the Client Success Specialist role at drakeandassociates full-time or part-time?
This is listed as a Full Time position. It is posted as a Client Success Specialist role in the Marketing department at drakeandassociates.
Which team or department does the Client Success Specialist at drakeandassociates belong to?
This Client Success Specialist position is part of the Marketing department at drakeandassociates. See the full job description for more information about the team structure and responsibilities.
How do I apply for the Client Success Specialist position at drakeandassociates?
Click the "Apply Now" button on this page. You will be redirected to drakeandassociates's official application portal hosted on bamboohr where you can submit your application directly.
When was the Client Success Specialist job at drakeandassociates posted?
This Client Success Specialist position at drakeandassociates was posted on Feb 20, 2026. Apply as soon as possible — early applications are often reviewed first.
Client Success Specialist
drakeandassociates
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